Charge transporting polymer, process for producing the same, and organic electronic device containing the same
A charge transporting polymer represented by formula ##STR1## wherein R represents a hydrogen atom, an alkyl group, an acyl group or --CONH--R, wherein R' represents an alkyl group or a substituted or unsubstituted aryl group; R.sub.1 and R.sub.2, which may be the same or different, each represent a hydrogen atom, an alkyl group, an alkoxy group, a substituted amino group, a halogen atom, or a substituted or unsubstituted aryl group; X represents a substituted or unsubstituted divalent aromatic group; y represents 0 or 1; m represents 0 or 1; n represents an integer of 1 to 5; and p represents an integer of 5 to 5000,a process for producing the same, and an organic electron device containing the same, such as an electrophotographic photoreceptor are disclosed. The charge transporting polymer is excellent in solubility, film-forming properties, mechanical strength, positive hole mobility, and stability to repeated use.
Latest Fuji Xerox Co., Ltd. Patents:
- System and method for event prevention and prediction
- Image processing apparatus and non-transitory computer readable medium
- PROTECTION MEMBER, REPLACEMENT COMPONENT WITH PROTECTION MEMBER, AND IMAGE FORMING APPARATUS
- PARTICLE CONVEYING DEVICE AND IMAGE FORMING APPARATUS
- ELECTROSTATIC IMAGE DEVELOPING TONER, ELECTROSTATIC IMAGE DEVELOPER, AND TONER CARTRIDGE
Claims
1. A charge transporting polymer represented by formula (I): ##STR100## wherein R represents a hydrogen atom, an alkyl group, an acyl group or --CONH--R', wherein R' represents an alkyl group or a substituted or unsubstituted aryl group; R.sub.1 and R.sub.2 each independently represent a hydrogen atom, an alkyl group, an alkoxy group, a substituted amino group, a halogen atom, or a substituted or unsubstituted aryl group; X represents a substituted or unsubstituted divalent aromatic group; y represents 0 or 1; m represents 0 or 1; n represents an integer of 1 to 5; and p represents an integer of 5 to 5000.
2. A charge transporting polymer according to claim 1, wherein said polymer is a tetraarylbenzidine polyether represented by formula (I-1): ##STR101## wherein R represents a hydrogen atom, an alkyl group, an acyl group or --CONH--R', wherein R' represents an alkyl group or a substituted or unsubstituted aryl group; R.sub.1, R.sub.2, and R.sub.3, each independently represent a hydrogen atom, an alkyl group, an alkoxy group, a substituted amino group, a halogen atom, or a substituted or unsubstituted aryl group; n represents an integer of 1 to 5; and p represents an integer of 5 to 5000.
3. A process for producing a charge transporting polymer represented by formula (I): ##STR102## wherein R represents a hydrogen atom, an alkyl group, an acyl group or --CONH--R', wherein R' represents an alkyl group or a substituted or unsubstituted aryl group; R.sub.1 and R.sub.2, each independently represent a hydrogen atom, an alkyl group, an alkoxy group, a substituted amino group, a halogen atom, or a substituted or unsubstituted aryl group; X represents a substituted or unsubstituted divalent aromatic group; y represents 0 or 1; m represents 0 or 1; n represents an integer of 1 to 5; and p represents an integer of 5 to 5000,
- which comprises intermolecular condensation of a charge transporting compound having a hydroxyl group, the charge transporting compound being represented by formula (II): ##STR103## wherein R.sub.1, R.sub.2, X, y, m, and n are as defined above.
4. A process for producing a charge transporting polymer according to claim 3, wherein the charge transporting compound represented by formula (II) is a compound represented by formula (II-1): ##STR104## wherein R.sub.1, R.sub.2, and R.sub.3, each independently represent a hydrogen atom, an alkyl group, an alkoxy group, a substituted amino group, a halogen atom, or a substituted or unsubstituted aryl group; n represents an integer of 1 to 5.
5. A charge transporting polymer according to claim 1, wherein the aryl group contains from 6 to 12 carbon atoms and is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms, an alkoxy group containing from 1 to 4 carbon atoms, a biphenyl group and a naphthyl group.
6. A charge transporting polymer according to claim 1, wherein the amino group is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms and a phenyl group.
7. A charge transporting polymer according to claim 1, wherein the divalent aromatic group is substituted with a substituent selected from the group consisting of an alkyl group having from 1 to 4 carbon atoms, a phenyl group, an aralkyl group, an alkoxy group having from 1 to 4 carbon atoms and a halogen atom.
8. A charge transporting polymer according to claim 2, wherein the aryl group contains from 6 to 12 carbon atoms and is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms, an alkoxy group containing from 1 to 4 carbon atoms, a biphenyl group and a naphthyl group.
9. A charge transporting polymer according to claim 2, wherein the amino group is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms and a phenyl group.
10. A process for producing a charge transporting polymer according to claim 3, wherein the aryl group contains from 6 to 12 carbon atoms and is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms, an alkoxy group containing from 1 to 4 carbon atoms, a biphenyl group and a naphthyl group.
11. A process for producing a charge transporting polymer according to claim 3, wherein the amino group is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms and a phenyl group.
12. A process for producing a charge transporting polymer according to claim 3, wherein the divalent aromatic group is substituted with a substituent selected from the group consisting of an alkyl group having from 1 to 4 carbon atoms, a phenyl group, an aralkyl group, an alkoxy group having from 1 to 4 carbon atoms and a halogen atom.
13. A process for producing a charge transporting polymer according to claim 4, wherein the aryl group contains from 6 to 12 carbon atoms and is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms, an alkoxy group containing from 1 to 4 carbon atoms, a biphenyl group and a naphthyl group.
14. A process for producing a charge transporting polymer according to claim 4, wherein the amino group is substituted with a substituent selected from the group consisting of an alkyl group containing from 1 to 4 carbon atoms and a phenyl group.
4801517 | January 31, 1989 | Frechet et al. |
4806443 | February 21, 1989 | Yanus et al. |
4806444 | February 21, 1989 | Yanus et al. |
4937165 | June 26, 1990 | Ong et al. |
4959288 | September 25, 1990 | Ong et al. |
4983482 | January 8, 1991 | Ong et al. |
5034296 | July 23, 1991 | Ong et al. |
5409792 | April 25, 1995 | Yanus et al. |
5436099 | July 25, 1995 | Schank et al. |
295 113 | December 1988 | EPX |
550 161 | July 1993 | EPX |
53-87226 | August 1978 | JPX |
59-28903 | July 1984 | JPX |
61-20953 | January 1986 | JPX |
1-134456 | May 1989 | JPX |
1-134457 | May 1989 | JPX |
1-134462 | May 1989 | JPX |
4-133065 | May 1992 | JPX |
4-133066 | May 1992 | JPX |
4-189873 | July 1992 | JPX |
5-43813 | February 1993 | JPX |
5-98181 | April 1993 | JPX |
5-140473 | June 1993 | JPX |
5-140472 | June 1993 | JPX |
5-232727 | September 1993 | JPX |
5-279591 | October 1993 | JPX |
5-263007 | October 1993 | JPX |
- Murti et al., "Charge Transport Polymers Based on Triphenylamine and Tetraphenylbenzidine Moieties", from the proceedings of The Sixth International Congress on Advances in Non-Impact Printing Technologies, Oct. 21-26, 1990, pp. 306-311.
Type: Grant
Filed: Dec 11, 1996
Date of Patent: Mar 31, 1998
Assignee: Fuji Xerox Co., Ltd. (Tokyo)
Inventors: Masahiro Iwasaki (Minami-ashigara), Akira Imai (Minami-ashigara), Katsumi Nukada (Minami-ashigara), Katsuhiro Sato (Minami-ashigara)
Primary Examiner: John M. Cooney, Jr.
Law Firm: Oliff & Berridge, PLC
Application Number: 8/763,887
International Classification: C08G 5968;